It would seem a shame to part with any of your watches before knowing what direction you would like your collection to take.

Possibly try wearing some of them in rotation to see if the interest and enjoyment of them can be re-kindled. That may help choosing which ones you would sell without any subsequent regret.

Being able to get a good price for any you sell along with keeping in mind whether they could easily be replaced, if wanted, are other factors to keep in mind.

Do you have a list of watches that you would like to buy or a Grail watch? If you do that in itself would quantify parting with watches in the short term to have funds in place.

It's quite exciting looking out for something specific or for that matter something completely unexpected that catches your eye.

My only other thought is instead of trying to decide which watches to sell would be to start identifying which watches you would definitely keep. The remaining ones would then be potential sellers when the price & timing is right for you.

Not much help I'm afraid but things usually have a habit of working out & I hope they work out well.

Mate yesterday I was going to sell most of the collection , and today they are all keepers my only advise is if their is something special you want only sell the ones you never wear or you can replace to justify it